Abstract:
:Fourteen esters (formate, acetate, propionate, butyrate, hexanoate, heptanoate, and benzoate) located at C-11 of 11 beta-hydroxyesterone and 11 beta-hydroxyestradiol-17 beta were synthesized and evaluated for uterotropic and gonadotropin release inhibition in rats, as well as their ability to displace (3H) estradiol-17 beta from the rat uterine cytosolic estrogen receptor. The most potent uterotropic agent was 11 beta-formoxyestrone which was 1,625 or 2,500 times as active as 11 beta-hydroxyesterone in the uterotropic or gonadotropin release inhibition assay, respectively. 11 beta-Formoxyestrone was 7.5 times as uterotropic as estradiol-17 beta and equal to estradiol-17 beta in inhibiting gonadotropin release. However, the most potent inhibitor of gonadotropin release was 11 beta-acetoxy-estradiol-17 beta which had 133% of the activity of estradiol-17 beta, although it had only 38% of the activity of estradiol-17 beta in the uterotropic assay. Esters larger than the acetoxy group showed sharply decreased activities in either assay. Despite the high estrogenic potency of the 11-formates or 11-acetates, they were rather weak (6% to 35% as active as estradiol-17 beta) in displacing (3H) estradiol-17 beta from the rat uterine cytosolic estrogen receptor.
journal_name
Steroidsjournal_title
Steroidsauthors
Segaloff A,Gabbard RBdoi
10.1016/0039-128x(84)90063-1subject
Has Abstractpub_date
1984-01-01 00:00:00pages
111-23issue
1eissn
0039-128Xissn
1878-5867pii
0039-128X(84)90063-1journal_volume
43pub_type
杂志文章相关文献
STEROIDS文献大全abstract::The synthesis of 13C-labeled steroid hormones is reviewed. Two general approaches are highlighted: partial synthesis in which part of the steroid nucleus is replaced with 13C-labeled synthons, and total synthesis. Examples from both approaches, leading to (3-(3)C)-, (4-(13)C)-, (3,4-(13)C2)-, and (1,2,3,4-(13)C4)- lab...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(90)90012-z
更新日期:1990-10-01 00:00:00
abstract::In each menstrual cycle only very few follicles in the mammalian ovary undergo maturation and ovulation while most of the follicles degenerate in the process of atresia. Moreover, in the absence of pregnancy, the newly formed corpora lutea will degenerate and disappear in the process of luteolysis. Recent studies sugg...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/0039-128x(96)00031-1
更新日期:1996-04-01 00:00:00
abstract::Two unnatural steroid sapogenins bearing a furospirostane side chain were prepared starting from the readily available spirostane sapogenins, tigogenin and diosgenin following a synthetic protocol that included: (i) introduction of a carbonyl group at position C-23, (ii) diacetoxyiodobenzene-induced F-ring contraction...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.05.013
更新日期:2013-09-01 00:00:00
abstract::The effect of cortisol and prostaglandin inhibitors on the growth and development of germinating mung bean, Vigna radiata L. Wilzek, cv. Jumbo was investigated. Cortisol, indomethacin, and a mixture of cortisol with aspirin, or benoxaprofen significantly increased radicle length and the number of lateral roots as comp...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(85)90052-2
更新日期:1985-08-01 00:00:00
abstract::Homogeneous catalytic hydrazinocarbonylation of some steroid derivatives possessing iodo-alkenyl moiety (17-iodo-androst-16-ene 1, 17-iodo-3-methoxy-estra-1,3,5(10),16-tetraene 2, 17-iodo-4-aza-4-methyl-androst-16-en-3-one 3 and 17-iodo-6beta-hydroxy-3alpha,5alpha-cycloandrost-16-ene 4) were carried out in the presenc...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(02)00006-5
更新日期:2002-06-01 00:00:00
abstract::In an endeavour to develop potent anti-tumor agents from diosgenin, a series of C-6 derived 1,2,3-triazolyl derivatives were designed and synthesized by employing Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition reaction of novel azides - (22R,25R)-6β-azidospirostan-3β,5α-diol and 6β-azido-7α-hydroxyspirosta-1,4-dien...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2019.108460
更新日期:2019-11-01 00:00:00
abstract::Variations in sex steroids bioavailability were linked to the gender difference in the growth of thyroid glands of neonatal rats. In the present study we tested androgen receptor (AR) and estrogen receptor (ER) concentrations by ligand binding assay, and expression of their genes by RT-PCR and Western blot in the thyr...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2010.06.009
更新日期:2010-12-12 00:00:00
abstract::In this study, we investigated the binding characteristics of [3H]Delta(5)-androstene-3beta,17beta-diol to rabbit vaginal cytosolic and nuclear extracts and in freshly excised intact tissue strips. [3H]delta(5)-Androstene-3beta,17beta-diol bound to a protein(s) in the vaginal nuclear extract with high affinity (K(d)=3...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2003.10.006
更新日期:2004-01-01 00:00:00
abstract::We synthesized various analogues of 1alpha,25-(OH)(2)D(3)-26,23-lactone and examined the effects of them on HL-60 cell differentiation using the evaluation system of the genomic action of 1alpha,25-(OH)(2)D(3). We found that (23S)- and (23R)-25-dehydro-1alpha-OH-D(3)-26,23-lactone (TEI-9647 and TEI-9648) strongly boun...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(00)00146-x
更新日期:2001-03-01 00:00:00
abstract::Antiandrogens are widely used agents for the treatment of androgen dependent diseases as inhibitors of androgen receptors (AR) action. Although the precise mechanism of antiandrogen action is not yet elucidated, recent studies indicate the involvement of the structure of the ligand in relation with the nuclear co-repr...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2008.03.006
更新日期:2008-09-01 00:00:00
abstract::The functions of the group of proteins known as nuclear receptors will be understood fully only when their working three-dimensional structures are known. These ligand-activated transcription factors belong to the steroid-thyroid-retinoid receptor superfamily, which include the receptors for steroids, thyroid hormone,...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/s0039-128x(99)00014-8
更新日期:1999-05-01 00:00:00
abstract::Using beta-sitosterol as a starting material, (6E)-hydroximino-24-ethylcholest-4-en-3-one (1), a natural steroidal oxime from Cinachyrella alloclada and C. apion, was synthesized in four steps with a high overall yield. First, beta-sitosterol (5a) is transformed into the corresponding 24-ethylcholest-4-en-3,6-dione (6...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2007.10.007
更新日期:2008-03-01 00:00:00
abstract::Male rabbits were infused at a constant rate with 3H-androstenedione/14C-estrone (n = 5) or 3H-testosterone/14C-estradiol-17 beta (n = 3) for 3 1/2 hr and blood samples were obtained over the last hour and analyzed for radioactivity as androstenedione (A), testosterone (T), estrone (E1), estradiol-17 beta (E2 beta) an...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(84)90041-2
更新日期:1984-02-01 00:00:00
abstract::Three new pregnane steroids, 2beta,3beta,5beta-trihydroxy-pregn-20-en-6-one (1), 3beta-hydroxy-5alpha-pregn-7,20-dien-6-one (2), and 3beta-acetoxy-5alpha-pregn-7,20-dien-6-one (3) were isolated from the twigs and leaves of Turraea pubescens, and were structurally elucidated on the basis of spectroscopic data and chemi...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2006.04.010
更新日期:2006-08-01 00:00:00
abstract::Contrary to the long-held postulate of steroid-hormone binding globulin action, these protein carriers of steroids are major players in steroid actions in the body. This manuscript will focus on our work with sex hormone binding globulin (SHBG) and corticosteroid binding globulin (CBG) and demonstrate how they are act...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2013.11.010
更新日期:2014-03-01 00:00:00
abstract::A radioimmunoassay (RIA) method is described for the determination of 4-androstene-3, 11, 17-trione (11-oxo-androstenedione) in human plasma. 4-androstene-3, 11, 17-trione 3-(0-carboxymethyl) oxime-bovine serum albumin conjugate was used to generate highly specific antiserum in rabbits. Cross reactivities of several o...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(84)80013-6
更新日期:1984-07-01 00:00:00
abstract::Porcine sulfotransferase 2A1 (pSULT2A1) is a key enzyme involved in the testicular and hepatic sulfoconjugation of steroids such as dehydroepiandrosterone (DHEA) and potentially androstenone. This latter steroid is a major cause of boar taint, which is an unpleasant off-odour and off-flavour in pork from male pigs. Su...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2018.05.010
更新日期:2018-08-01 00:00:00
abstract::The first natural occurrence of 19-norcholestenone is reported, together with 17 sterols and one other delta 4-3-ketone in the extracts of the Californian gorgonian, Muricea californica (Aurivillius). Six additional demethyl sterols and five additional 4-monomethyl sterols which remain unidentified were also detected....
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(83)90093-4
更新日期:1983-04-01 00:00:00
abstract::The metabolism of testosterone (T) was studied in normal adult male rats using a constant infusion of trace amounts of the 3H-steroid into a tail vein for 3 h in order to attain a state of equilibrium. Samples of plasma, liver, kidney, prostate, seminal vesicles and muscle were analysed for 3H-testosterone, 3H-5alpha-...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(75)90011-2
更新日期:1975-07-01 00:00:00
abstract::The 7 alpha-methyl substituent is reported to increase the binding affinity of estradiol for the estrogen receptor (ER). In order to evaluate whether this substituent would improve the in vitro binding characteristics and the in vivo tissue distribution of 18F labeled estrogens that we are developing as positron emiss...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(94)90043-4
更新日期:1994-01-01 00:00:00
abstract::The 11 beta-hydroxysteroid dehydrogenase type II enzyme (11 beta HSD2) converts cortisol to cortisone, allowing the non-selective mineralocorticoid receptor to bind aldosterone. When the activity of this enzyme is compromised, as occurs in licorice intoxication or in the congenital syndrome of apparent mineralocortico...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(96)00013-x
更新日期:1996-04-01 00:00:00
abstract::To gain further insight into the mechanism for inactivation of aromatase by androst-5-ene-7,17-dione (1) and its 19-nor analog 4, 10 beta-oxygenated steroids 5 and 6, delta 1(10)-steroid 7, and 19-oxo-5 beta,6 beta-epoxy compound 8 were synthesized and tested for their ability to inhibit aromatase in human placental m...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(97)00002-0
更新日期:1997-07-01 00:00:00
abstract::We report the synthesis of 10 novel steroids obtained from 3 beta, 15 beta-diacetoxy-17 alpha-hydroxy-5-pregnen-20-one (1c) as intermediates in the synthesis of 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-4-pregnen-3-one (6a) and its tritiated tracer 15 beta-acetoxy-20,20-ethylenedioxy-17 alpha-hydroxy-1,2,6,...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(96)00204-8
更新日期:1997-02-01 00:00:00
abstract::Besides regulating water and electrolyte homeostasis, the mineralocorticoid receptor (MR) elicits pathophysiological effects in the renocardiovascular system. Although the MR's closest relative, the glucocorticoid receptor (GR), acts as a transcription factor at the same hormone-response-element (HRE), activated gluco...
journal_title:Steroids
pub_type: 杂志文章,评审
doi:10.1016/j.steroids.2009.10.006
更新日期:2010-08-01 00:00:00
abstract::Allopregnanolone (3α-THP) is one of the main reduced progesterone (P4) metabolites that is recognized as a neuroprotective and myelinating agent. 3α-THP also induces proliferation of different neural cells. It has been shown that P4 favors the progression of glioblastomas (GBM), the most common and aggressive primary ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2017.01.004
更新日期:2017-03-01 00:00:00
abstract::The hepatic metabolism of 3-oxoandrost-4-ene-17 beta-carboxylic acid (etienic acid), a probable acidic catabolite of deoxycorticosterone, was investigated using rats prepared with an external biliary fistula. Metabolic products were identified by GC-MS after hydrolysis with beta-glucuronidase and by proton nuclear mag...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(92)90052-b
更新日期:1992-07-01 00:00:00
abstract::These studies investigated whether treatment with carbenoxolone (CBX), an inhibitor of 11 beta-hydroxysteroid dehydrogenase (11 beta-HSD), resulted in an enhanced mineralocorticoid response to endogenous or infused cortisol. In conscious sodium replete sheep with a parotid fistula, infusion of CBX (40 mg/h for 10 days...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(97)00141-4
更新日期:1998-02-01 00:00:00
abstract::In an attempt to justify use of trypsin to achieve more thorough dispersion of luteal cell clumps in vitro, progesterone (P) production by collagenase dispersed monkey luteal cells from the mid-luteal phase corpus luteum (CL) was examined in vitro either after 10 min, or continuous (3h) exposure to trypsin (TR). In th...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/0039-128x(80)90110-5
更新日期:1980-01-01 00:00:00
abstract::Estrogen results in the suppression of experimental allergic encephalomyelitis (EAE), a frequently used experimental animal model of multiple sclerosis (MS). The mechanism by which estrogen acts in diseases with an autoimmune background is less clear. Here, we used splenic dendritic cells (DC) from the Lewis rats EAE ...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/j.steroids.2004.05.019
更新日期:2004-09-01 00:00:00
abstract::The conjugation reactions of hydration and dehydrogenation catalyzed by the dehydratase and dehydrogenase activities of D-3-hydroxyacyl-CoA dehydratase/D-3-hydroxyacyl-CoA dehydrogenase bifunctional protein (DBP) and enoyl-CoA hydratase/3-hydroxyacyl-CoA dehydrogenase bifunctional protein (LBP) in the side chain degra...
journal_title:Steroids
pub_type: 杂志文章
doi:10.1016/s0039-128x(00)00217-8
更新日期:2001-02-01 00:00:00